Waterloo Vacations from $510

Book a Hotel + Flight or Car together to unlock savings

Your Waterloo Vacation

When you book a Waterloo vacation package, you can relax and enjoy your adventure to the fullest. Discover the best things about this fascinating city knowing that all your travel needs have been organized before you go. Your trip to Waterloo wouldn't be complete without checking out some major attractions, like Holzhueter Farm State Park. Browse Expedia's extensive range of travel options and begin planning your ideal vacation to Waterloo now.

The Latest Waterloo vacation packages

Price found within the past 48 hours. Click for updated prices.
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was $606, price is now $510 per person
$510
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
9.4/10 Exceptional! (3,548 reviews)
Staff was very helpful, hotel was very clean, and the food was great!

Reviewed on Apr 3, 2026

Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

3 out of 5
Price was $1,434, price is now $1,159 per person
$1,159
per person
May 8 - May 11
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
8.8/10 Excellent! (1,000 reviews)
Great hotel and lots to do in the area. My only compaint is the rooms could have better sound proofing....very noisy.

Reviewed on Mar 29, 2026

Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Price was $661, price is now $538 per person
$538
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
9/10 Wonderful! (1,001 reviews)
Staff is exceptional. Super helpful and accommodating. Great location. Very happy with my stay.

Reviewed on Mar 14, 2026

The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $801, price is now $657 per person
$657
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
9.2/10 Wonderful! (1,000 reviews)
Excellent! Quiet, comfortable, and very clean.

Reviewed on Apr 4, 2026

The Saddlery Madison Downtown

The Saddlery Madison Downtown

2 out of 5
Downtown Madison
Price was $952, price is now $807 per person
$807
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
9.4/10 Exceptional! (89 reviews)
Very clean with easy access. Walking distance to many bars and restaurants. Also walking distance to the lake and bike paths.

Reviewed on Apr 4, 2026

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Waterloo Hotel Deals

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $113 total per night from May 3 to May 4
$113 total
May 3 - May 4
Total with taxes and fees
9.4/10 Exceptional! (1,006 reviews)
Pleasant staff

Reviewed on Apr 5, 2026

DoubleTree by Hilton Madison East
Moxy Madison Downtown

Moxy Madison Downtown

3.5 out of 5
823 East Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $144 total per night from Apr 12 to Apr 13
$144 total
Apr 12 - Apr 13
Total with taxes and fees
Moxy Madison Downtown
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr Madison WI
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Apr 8 to Apr 9
$82 total
Apr 8 - Apr 9
Total with taxes and fees
8.2/10 Very Good! (1,428 reviews)
Very nice staff, room for clean but very old

Reviewed on Apr 4, 2026

La Quinta Inn & Suites by Wyndham Madison American Center
See all 389 properties in Waterloo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Waterloo Vacation Packages

Waterloo Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
3,300

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Frequently asked questions

How much does a Waterloo vacation package cost?
Offering great value package deals from $510 on Expedia, you'll be pleasantly surprised at how much a vacation to Waterloo costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Waterloo?
September, November and December are the best times to look for cheap Waterloo vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on flights and hotels.
How many days is enough for Waterloo?
The ideal duration of your Waterloo vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Waterloo package deals?
Use Expedia's handy filters to find some unbeatable Waterloo package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Waterloo package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Waterloo vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can customize your Waterloo escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Waterloo?
If you've got your Waterloo travel dates finalized, book as early as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Waterloo vacation packages?
Jet off on your perfect escape to Waterloo with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.